Category: 100644-67-5

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.100644-67-5, name is 4-Methoxy-1H-pyrazolo[3,4-d]pyrimidin-6-amine, molecular formula is C6H7N5O, molecular weight is 165.15, as common compound, the synthetic route is as follows.category: pyrimidines

6-Amino-4-methoxy-1H-pyrazolo[3,4-d]pyrimidine (purine base A; 8.0 g, 48.4 mmol, 1.0 eq) wassuspended in 200 mL dry acetonitrile and 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose (ribose I) (36.6g, 72.6 mmol, 1.5 eq) was added. The reaction mixture was heated to reflux at 95 C, and the freshlydistilled BF3OEt2 (12.2 mL, 96.8 mmol, 2.0 eq) was then added with stirring. The reaction mixturebecame clear immediately and then slowly became dark. The mixture was stirred at this temperaturefor 15 min. Upon the completion of the reaction as monitored by TLC, the reaction mixture was cooledto room temperature and concentrated under reduced pressure. The resulting residue was purified bycolumn chromatography to afford 25.0 g N8-product 25 as a white solid in 83.3% yield with an HPLCpurity of 96.8%. Rf = 0.6 (dichloromethane-methanol = 30:1). UV-vis (MeOH) lmax: 225 nm; ESI-MSm/z: 610.6 [M + H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,100644-67-5, 4-Methoxy-1H-pyrazolo[3,4-d]pyrimidin-6-amine, and friends who are interested can also refer to it.

Reference:
Article; Ren, Hang; An, Haoyun; Tao, Jingchao; Molecules; vol. 24; 5; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 100644-67-5, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 100644-67-5, name is 4-Methoxy-1H-pyrazolo[3,4-d]pyrimidin-6-amine. A new synthetic method of this compound is introduced below.

A suspension of 6-amino-4-methoxy-1H-pyrazolo[3.4-d]pyrimidine (purine base A, 9.0g, 54.5 mmol, 1.0 eq) and a catalytic amount of ammonium sulfate in hexamethyldisilazane(HMDS, 150 mL) was refluxed for 6 h. The excess hexamethyldisilazane was removed byevaporation under reduced pressure, and the residue was dissolved in 1,2-dichloroethane (200 mL).l-O-Acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose (ribose I) (35.7 g, 70.8 mmol, 1.3 eq) was added at roomtemperature. The reaction mixture was cooled to 0 C, and trimethylsilyl trifluoromethanesulfonate(TMSOTf, 29.6 mL, 163.5 mmol, 3.0 eq) was added dropwise for 30 min with stirring. The reactionmixture was stirred at room temperature overnight. Upon completion of the reaction as monitoredby TLC, the mixture was diluted with dichloromethane (200 mL) and washed with saturated sodiumbicarbonate solution. The aqueous layer was extracted with dichloromethane. The combinedorganic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure.The resulting residue was purified by column chromatography to afford 10.0 g main product N9-isomer 24 as a white solid in 30.3% yield with an HPLC purity of 96%; Rf = 0.3 (petroleum ether¡Àethylacetate = 1:1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,100644-67-5, 4-Methoxy-1H-pyrazolo[3,4-d]pyrimidin-6-amine, and friends who are interested can also refer to it.

Reference:
Article; Ren, Hang; An, Haoyun; Tao, Jingchao; Molecules; vol. 24; 5; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia